Chemistry matters. Join us to get the news you need.

If you have an ACS member number, please enter it here so we can link this account to your membership. (optional)

ACS values your privacy. By submitting your information, you are gaining access to C&EN and subscribing to our weekly newsletter. We use the information you provide to make your reading experience better, and we will never sell your data to third party members.



Epoxy resins without BPA

Naturally occurring syringaresinol used in new synthesis

by Elizabeth K. Wilson
January 30, 2017 | APPEARED IN VOLUME 95, ISSUE 5

A biobased bisphenol can be used to prepare renewable epoxy-amine resins, eliminating the need to use potenially-toxic bisphenol A, chemists report (ChemSusChem 2017, DOI:10.1002/cssc.20d1601595). BPA is a petroleum-based endocrine disruptor and has been banned by the Food & Drug Administration for use in children’s product packaging. Epoxies, with their hardy chemical and thermal properties, are ubiquitous, used in materials such as electronics and insulators. Scientists have been avidly looking for substitutes for BPA in epoxies. A team led by Florent Allais of AgroParisTech has found that syringaresinol, a naturally occurring, non-endocrine-disrupting bisphenol found in plants such as Syringa patula and Magnolia thailandica, can be used to produce epoxy-amine resins. The researchers developed a synthesis of syringaresinol via a chemo-enzymatic pathway. Though the epoxy-amine resins based on syringaresinol have mechanical and thermal stabilities that are close to that of BPA-produced resins, the authors say, “the search for a biobased bisphenol able to compete with BPA is not over yet.”



This article has been sent to the following recipient:

KM (February 1, 2017 7:54 AM)
The bicyclic diether group in the middle of syringaresinol is going to be extremely prone to autoxidation (peroxide formation) and subsequent degradation. Both of the unique carbons are going to be susceptible to this. One is a benzylic ether, the other a tertiary C-H. Epoxy-amine resins made from them are going to yellow and degrade rapidly.

Leave A Comment

*Required to comment